Chicago Romantic Hotels

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Chicago Romantic Hotels

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Chicago on Hotels.com. These Chicago Romantic Hotels consistently deliver on quality, location and traveller experience. Last updated on October 16, 2026.

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

A formal dining room with a round table set for eight, surrounded by leather chairs, a chandelier, and potted plants.

A grand ballroom with ornate chandeliers, round tables with floral centerpieces, and elegant chairs.

A person overlooking a cityscape from a high vantage point.

1. Palmer House a Hilton Hotel

Downtown Chicago

P11,973

P16,105 total

includes taxes & fees

Oct 31 - Nov 1

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

2. Congress Plaza Hotel

Downtown Chicago

P7,301

P8,680 total

includes taxes & fees

Nov 12 - Nov 13

The Intercontinental hotel facade with a large American flag and a floral display.

A person sitting by a window with a cityscape view.

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

3. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

P13,332

P18,051 total

includes taxes & fees

Oct 31 - Nov 1

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

A gym with treadmills, elliptical machines, and stationary bikes, large windows with a city view.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

P10,806

P12,848 total

includes taxes & fees

Nov 4 - Nov 5

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

A cityscape with modern high-rise buildings, a river, and a boat.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

5. Hyatt Regency Chicago

Downtown Chicago

P14,967

P20,037 total

includes taxes & fees

Oct 31 - Nov 1

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

6. The Wade

Downtown Chicago

P8,008

P9,520 total

includes taxes & fees

Nov 12 - Nov 13

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A compact kitchen with a microwave, coffee maker, and sink.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

7. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

P7,314

P8,696 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

A modern lobby with a seating area, a bar, and a green wall.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

8. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

P8,146

P9,685 total

includes taxes & fees

Nov 1 - Nov 2

A spacious hotel lobby with a bar area, dining tables, and a central seating area.

A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.

9. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

P8,954

P12,663 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A modern living room with a sofa, chairs, a coffee table, and a bookshelf.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

A modern hotel room with a large bed, a desk, a chair, a lamp, and a view of the city through large windows.

10. Le Méridien Essex Chicago

Downtown Chicago

P9,395

P12,294 total

includes taxes & fees

Nov 12 - Nov 13

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

11. Hilton Chicago

Downtown Chicago

P10,473

P14,326 total

includes taxes & fees

Oct 30 - Oct 31

A modern living room with a grey sofa, a black armchair, a round coffee table with a book and a plant, and a large window with curtains.

A modern hotel room with two beds, a small table with glasses, a wall-mounted lamp, and a city view.

A tall, multi-story building with a prominent vertical feature, likely a lobby or atrium, and a ground-level entrance with a green awning.

12. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

Downtown Chicago

P8,764

P12,295 total

includes taxes & fees

Nov 12 - Nov 13

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A bar area with a marble countertop, bar stools, and a variety of bottles.

13. Hotel Riu Plaza Chicago

Downtown Chicago

P10,423

P14,189 total

includes taxes & fees

Nov 11 - Nov 12

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

14. Hotel 505 River North

Downtown Chicago

P11,286

P15,437 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large window, a bed, a desk, a chair, and a lamp.

A tall, modern hotel with a brick facade and numerous windows.

15. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

P10,025

P11,919 total

includes taxes & fees

Nov 2 - Nov 3

A room with two chairs and a small table, a large window with a city view at night.

A bar area with a long counter, multiple stools, and a television screen.

A modern hotel lobby with a large window, seating area, and a reception desk.

A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

16. Eurostars Magnificent Mile

Downtown Chicago

P9,080

P10,795 total

includes taxes & fees

Nov 1 - Nov 2

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

17. L7 Chicago by LOTTE

Downtown Chicago

P10,799

P12,838 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.

A modern room with a view of a river and high-rise buildings.

18. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

P14,203

P18,761 total

includes taxes & fees

Nov 15 - Nov 16

A bar area with a counter, bar stools, and a display of liquor bottles.

A hotel room with a large bed, a blue sofa, a desk with a TV, and a window with a city view.

A spacious lobby with a bar area, seating arrangements, and a large map on the wall.

19. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

P7,990

P9,499 total

includes taxes & fees

Nov 1 - Nov 2

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

A modern hotel with a corner location, large windows, and a green awning.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

20. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

P8,302

P9,870 total

includes taxes & fees

Nov 1 - Nov 2

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Top neighborhoods in Chicago

A river with yellow boats, a bridge, and tall buildings.

A nighttime cityscape with illuminated buildings and a bridge over a river.

A nighttime cityscape with illuminated skyscrapers and a river.

A river with a bridge, modern buildings, and a historic tower.

A river with a yellow boat and a white yacht. In the background, there are tall buildings and a bridge.

The Loop

The Loop electrifies with skyscraper energy and cultural powerhouses that'll make your neck hurt from looking up. Snap selfies with "The Bean" in Millennium Park or lose track of time at the Art Institute's world-class art collection. The Chicago Symphony Orchestra delivers spine-tingling performances while the rumbling "L" trains create the neighborhood's signature urban soundtrack. Getting around couldn't be easier with multiple train and metro stations connecting you to everywhere worth going. Dining options range from quick lunch spots to upscale steakhouses catering to the business crowd. Hotels tend toward the luxurious side, perfect for travelers who appreciate downtown convenience with a side of architectural wow-factor.

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A large, historic building with a central tower and multiple windows, located near a body of water.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

A nighttime cityscape with illuminated buildings, a river, and a bridge.

A modern building with illuminated signage, surrounded by urban skyscrapers and a curved road with light trails.

A coastal cityscape with a long beach, dense urban buildings, and a clear blue sea.

River North

River North buzzes with Chicago's most vibrant nightlife and foodie scene. Art lovers can explore America's largest gallery concentration outside Manhattan, with everything from contemporary pieces to photography exhibits. The Chicago River offers scenic strolls while Merchandise Mart and swanky shops keep retail therapy within reach. You won't lack things to do in this playground for grown-ups. Upscale hotels and boutique properties dominate the accommodation scene, many with rooftop bars and river views. Getting around is a breeze with three metro stations (Merchandise Mart, Chicago, and Grand) connecting you to the whole city. The neighborhood's grid layout makes walking a pleasure despite the bustling crowds.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

A cityscape with tall buildings, including a historic tower and modern skyscrapers.

A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.

A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Magnificent Mile

Magnificent Mile dazzles with its canyon of glitzy skyscrapers and luxury flagship stores that make window shopping an Olympic sport. The historic Water Tower stands proudly among modern retail palaces, while Chicago's stunning riverfront beckons just steps away. From rooftop cocktail lounges to celebrity chef restaurants, this stretch delivers big-city energy with a side of architectural wonder. Getting around couldn't be easier with frequent buses, nearby train stations, and super-walkable wide sidewalks. High-end hotels dominate the accommodation scene, putting you right in the heart of Chicago's shopping paradise. Expect a polished, international atmosphere where tourists and business travelers mingle amid the retail magic.

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A cityscape with modern skyscrapers and a curved highway.

A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.

A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.

A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.

A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide sidewalks and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

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A river with a city skyline in the background, surrounded by green trees and grass.

A city skyline with a river, green spaces, and a baseball field.

A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

Lincoln Park

Lincoln Park is where Chicago shows off its outdoorsy side with a splash of sophistication. The 1,200-acre park offers everything from a free zoo with 1,000 animals to serene lily pools and a tropical plant conservatory. Locals and visitors alike hit the lakefront trails for morning jogs or grab a volleyball game at North Avenue Beach. Tree-lined streets with gorgeous brownstones give you that authentic Chicago neighborhood feel. Restaurants range from upscale bistros to trendy gastropubs, with most spots requiring dinner reservations. Getting around couldn't be easier with three metro stations and plenty of bus routes crisscrossing the area. Shop the boutiques along Armitage Avenue or catch live performances at nearby theaters for the full Lincoln Park experience.

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Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (11,704 reviews)

Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Aragon Ballroom, both located nearby.

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A modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

McCormick Place

8.8/10 (9,822 reviews)

McCormick Place is worth a pic or two when discovering Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area.

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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

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A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Imagine soaking up the atmosphere at Soldier Field, a major stadium in Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area. If you think Soldier Field is cool, you also might like United Center and Wintrust Arena, both located nearby.

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A large metallic sphere sculpture in a public square surrounded by tall buildings.

Millennium Park

9.4/10 (30,446 reviews)

Millennium Park is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

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A cityscape at night with illuminated buildings, a river, and a bridge.

Chicago Riverwalk

9.6/10 (13,574 reviews)

Chicago Riverwalk is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

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A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)

Why not catch an event at United Center, a major stadium in Near West Side. Let yourself be amazed at the museums and art galleries in the area too. If you think United Center is cool, you also might like Soldier Field and Wrigley Field, both located nearby.

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A city street at night with illuminated buildings, a snow-covered sidewalk, and light trails from moving vehicles.

Michigan Avenue

9.4/10 (15,813 reviews)

If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Shops at North Bridge, Water Tower Place, and 900 North Michigan Shops.

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